[(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate

C22H26O11 — CID 127029397

About [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate

[(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate (PubChem CID 127029397) has the molecular formula C22H26O11 and a molecular weight of 466.44 g/mol. Its IUPAC name is [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate.

Molecular Properties

• Compound Name: [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate
• PubChem CID: 127029397
• Molecular Formula: C22H26O11
• Molecular Weight: 466.44 g/mol
• Exact Mass: 466.15
• IUPAC Name: [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate
• SMILES: CC(=O)OC[C@H]1O[C@@H](CC(=O)/C=C/c2ccco2)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
• InChI: InChI=1S/C22H26O11/c1-12(23)29-11-19-21(31-14(3)25)22(32-15(4)26)20(30-13(2)24)18(33-19)10-16(27)7-8-17-6-5-9-28-17/h5-9,18-22H,10-11H2,1-4H3/b8-7+/t18-,19+,20-,21+,22+/m0/s1
• InChIKey: YLHGWMUSQKJEGE-PDEMRAINSA-N
• XLogP: 1.38
• TPSA: 144.64 Ų
• H-Bond Acceptors: 11
• Rotatable Bonds: 9
• Heavy Atoms: 33
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	466.44
LogP ≤ 5	1.38
H-Bond Donors ≤ 5	0
H-Bond Acceptors ≤ 10	11

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': '>_2_ester_groups', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate?

The IUPAC name of [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate (CID 127029397) is [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate.

What is the SMILES notation for [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate?

The canonical SMILES for [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate is CC(=O)OC[C@H]1O[C@@H](CC(=O)/C=C/c2ccco2)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O.

What is the InChIKey of [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate?

The InChIKey is YLHGWMUSQKJEGE-PDEMRAINSA-N. The full InChI is InChI=1S/C22H26O11/c1-12(23)29-11-19-21(31-14(3)25)22(32-15(4)26)20(30-13(2)24)18(33-19)10-16(27)7-8-17-6-5-9-28-17/h5-9,18-22H,10-11H2,1-4H3/b8-7+/t18-,19+,20-,21+,22+/m0/s1.

What are the key properties of [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate?

[(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate has a molecular weight of 466.44 g/mol, XLogP of 1.38, 9 rotatable bonds, 0 hydrogen bond donors, and 11 hydrogen bond acceptors.

Where does this data come from?

All data for [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[(E)-4-(furan-2-yl)-2-oxobut-3-enyl]oxan-2-yl]methyl acetate is sourced from PubChem (CID 127029397), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).